Find cheap flights from Caribbean to Florida from $36

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
Economy
0 bags
Sat 10/28
Sat 11/4
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Good to know

Low season

February

High season

July

Cheapest flight

$36
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 17% increase in price.
Flight from San Juan to Miami

FAQs for booking flights from Caribbean to Florida

  • Which airlines have a flexible cancellation policy for flights from Caribbean to Florida due to COVID-19?

    American Airlines, JetBlue and British Airways have all waived their change and cancellation fees on flights from Caribbean to Florida. Confirm policies on booking site.

  • How does KAYAK find such low prices on flights from Caribbean to Florida?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Caribbean to Florida.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Florida?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Florida from Caribbean is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Caribbean to Florida?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Florida with an airline and back to Caribbean with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Caribbean to Florida?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Florida from Caribbean up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top 5 airlines serving from Caribbean to Florida

Need help choosing which airline to fly with from Caribbean to Florida? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to KAYAK reviews.
8.1
JetBlueOverall score based on 19485 reviews
79entertainment
83boarding
78food
82overall
82comfort
86crew
Airline reviews

One of the worst experience. People from Saudi in general show nasty attitudes. They act like they own us. Or the world is theirs. Rude behaviors aren't acceptable. They have a bad accident and don't even know how to speak properly but they blame me for that and makes fun of me and laughs when I said I'm going to BANGLADESH.

Read more about JetBlue

One of the worst experience. People from Saudi in general show nasty attitudes. They act like they own us. Or the world is theirs. Rude behaviors aren't acceptable. They have a bad accident and don't even know how to speak properly but they blame me for that and makes fun of me and laughs when I said I'm going to BANGLADESH.

Cons: "There were no coordination with the team on the ground all the information provided was a complete liar with no metereological or mechanical sustent"
Cons: "Boarding was a tad slow, and in-flight announcement of descent would be appreciated since it was sudden."
Pros: "Wasn’t a full flight so middle seat was open making it more comfortable. Smooth ride. Good crew."
Cons: "TVs weren’t working so they had to re boot mid way through, all movies re started so had to wait or re watch the parts you did already. Also my screen cut out several times and had a green hue."
Pros: "Nonstop to NY"
Cons: "Not crunching my computer bag in the overhead to accommodate passengers carrying on two bags for overhead space use. Carryon bags that don't fit under the seat should be charged the same as checked bags."
Pros: "Cabin clean and comfortable, moist towels atvthe end were a pleasant surprise. My tv worked this time. Agents thought ahead and asked for passengers to check carry-ons before we were standing in the aisle without anymore overhead space."
Cons: "No complaints."
Pros: "The Agents at the counter in the terminal gate were courteous."
Cons: "My flight was delayed because an attendant had to be swapped out, then the replacement was stuck in traffic for an hour (why not have all attendants ready on-airport?). Comically, we taxied on the runway for over an hour, which caused more delays with the plane needing to be de-iced. Figured I'd put all that behind me, but then the flight experienced one of the worst turbulences I've been in. We jerked through the skies many times, and the pilots weren't reassuring. Thankfully we landed okay, but not after being late by multiple hours. Also, JetBlue needs to invest in its planes, esp. its Couch section. I felt like a pretzel with on room to breathe."
Pros: "Flight was smooth, plenty of leg room and space for my carry-ons"
Cons: "Was happy with all"
Pros: "The flight being over"
Cons: "Having to sit next to a non-working flight attendant who decided to fly sick, wouldn't even use a tissue, sneezed and coughed over and over and literally sniffled every few seconds for the entire flight. Also, I really enjoyed paying extra for priority boarding and a seat in the front row and ending up with my suitcase right rows back because of inconsiderate people."
Pros: "Great flight attendant especially the gentleman!!! Super helpful even with a bunch of cranky New Jerseyians on a delayed flight!"
Cons: "Too hot! AC was going on and off??"

Blehh the airline just sucks sorry to say but the crew was nice.

Pros: "The flight was on time."
Cons: "Adequate space on the shuttle to transport persons to the aircraft"
Pros: "Check in process was very simple and smooth. Plus they got us on an earlier flight so we weren’t waiting around. Also nice that the waiting area was air conditioned, unlike the waiting room in POS for Tobago flight"
Cons: "Boarding process seems like a free for all, but planes load quickly so I guess it doesn’t really matter"
Pros: "I love to vibe and feel of to Caribbean Island."
Cons: "None"
Pros: "Priviledged to be on a flight with a female captain"
Cons: "Bit of turbulence on descent"
Pros: "The crew was pleasant."
Cons: "I am clearly pregnant and a woman whom works for Caribbean airlines asked me to hold my own bags as my husband wasn't allowed to carry on the plane more then two pieces. she REFUSED to let us through till he gave me the bag to carry. I told her I was pregnant even hold my stomach as she can see. That was so shocking to me. Please keep in mind this isn't a security check point we went through all with no problem.This is boarding after you have you ticket scanned and they are boarding row by row. The seats were small and uncomfortable. I flew home on a hospitable airline JETBLUE. Better seats, better snacks, better overall experience"
Cons: "my flight was scheduled to leave at 00.40 but left at around 3.00am"
Pros: "On time and comfortable. From baggage drop to baggage claim. A seamless transition."
Cons: "No complaints at all."
Pros: "Worst experience 3rd time traveling getting progressively worse avoid using this airline"
Cons: "Worst experience 3rd time traveling getting progressively worse avoid using this airline"
Pros: "Smooth on time flight. Pilots gave regular updates."
Cons: "Crew members seemed as if they couldn't be bothered. The facilities on board are old and worn, especially the latrines.The aircrafts need a facelift."
Pros: "Friendly crew"
Cons: "Too much noise in the cabin. Ear protection should be recommended by airline."
Pros: "They are very organized small air line . Our flight was on time"
Pros: "***Our luggage did arrive as promised. ***Our flight from Tortola was cancelled, almost ensuring we would miss our connecting flight from St Martin. Thankfully some employees at the airport (Don't know to what airline they belonged, I don't recall seeing a single WinAir employee the entire time) hired a charter TurboProp for all of us (about 15 people). I think the kudos go to the airport rather than WinAir."
Cons: "*** If you are travelling to the BVI's and travel on WinAir, be aware that if your checked luggage weighs the limit that it will most likely come the next day. This happened to my girlfriend and I on separate occasions. While we did both receive our luggage the next day, there was no communication from WinAir. I had to call them repeatedly and stress the urgency with getting the baggage (I was on a chartered boat. I didn't want to hold the boat up for my bag). My theory is that the luggage gets sent on a boat from St Martin to Tortola as heavy bags can't be brought onto the island hopper airplanes they use to shuttle between the islands. *** After waiting at the Tortola Airport in the departures area for about an hour (about 10 minutes before our plane was to take off) I hadn't seen a single WinAir employee. I finally asked an employee of another airline if they could tell us what was going on. About 15 minutes later someone (Airport rep??) came out and told us our flight was cancelled and that they had booked us a charter turboprop to ensure we get there on time. After about 3 minutes we were ushered out to a plane that was loaded with our luggage and ready to go."
Pros: "I love flying Winair between SXM and EUX. The flights are short, safe, and provide a beautiful view of the beautiful islands."
Pros: "There is a magnificent view of the island on the way in. Make sure you have a camera ready!"
Cons: "The flight was delayed 2 hrs. They don't offer connecting the bags with other airlines. I wish it could be a better option"
Cons: "Terrible flight, over an hour late and no one knew how late was the flight...will never fly again with this company, will use Air St Barth..."
Cons: "Flight was delayed up to 45 minutes due to lack of grounds staff to load luggage on plane"
Pros: "Quick, smooth flight (a bit of turbulence). Great pilots and counter personnel were friendly"
Cons: "Left late, no update to passengers to say it was delayed."
Pros: "After booking through kayak, they lost my reservation and I was put on standby. I was treated very rudely at check in and I almost missed the flight."

Delay flight more than 8hours waiting and poor customer service!

Other than lack of snacks, everything else went very well.

They don’t keep you updated on the flight status very well. It was late but nothing said

Pros: "Nothing!!! Horrible airline with horrible staff members."
Cons: "Everything. The staff and crew of Intercaribbean airlines are very unprofessional and not helpful at all. On top of the flight delays all the luggage for that particular flight was left in Kingston. Everybody was rather nonchalant and unapologetic about the situation. I was told I would get the the following day. The next day only two of my three bags showed up. I was not compensated for the inconvenience and was told point blank that they will only deliver one of my bags to my address even though they were the reason I had NONE of my luggage in the first place. They are disgusting!!! I would never recommend this airline to anyone."
Pros: "Nice people"
Cons: "A long walk to the D3 gate, but there were no amenities there I.e. snacks (to be fair a new terminal is under construction)"
Cons: "There was no air. I understand when you are on the ground it can be limited but even after getting to altitude there was no air conditioning."
Cons: "The flight was delayed for over three hours, apparently it is a regular occurence."
Pros: "almost nothing"
Cons: "The plane had a problem that forced us to turn around right after take off and as of this writing we still don’t know what’s going on or how long we are stuck here. Planes are old and apparently maintenance could be better."
Cons: "Was a bit difficult understanding the flight attendant, she had a thick Spanish accent"
Pros: "Crew was good. Got there safely!"
Cons: "Maintenance issue caused us to have to get back off the plane, causing delay. Better safe than sorry, though!"

Flight was delayed 2hrs with no reason. It was hotter than heck when we boarded, but were given an 8oz water midway through. Once we landed it took over 15 minutes to get a ground crew to park the plane.

Cons: "There was a hurricane and I couldn't get you to cancel my flight. I was not able to fly because of car damage and work responsibilities from the storm. I am waiting to hear from Allianz, the insurance company to see if I will get a refund."
Cons: "Boarding inside instead of walking outside and In flight WiFi or entertainment needed"
Pros: "Very helpful with my wheelchair and getting me to the gate."
Cons: "The pilot was quite bumpy when landing."
Pros: "Everything mostly"
Cons: "It was cold outside when we got in and out of the plane. I wasn’t prepared for that."
Pros: "It got me home alive."
Cons: "During the summer the planes are not air conditioned while on the ground. Consequently, the heat while sitting on the tarmac can be brutal, and another shower is needed after reaching the destination."
Pros: "The crew and the seating was fine"
Cons: "My flight was delayed both times going and coming to Pensacola, the first flight on my way to Pensacola was delayed 4 times and cancelled, but they decided after about five minutes to take us after a four hour delay."
Pros: "Quick boarding and flight left on time, arrived on time, crew was friendly and comfort was reasonably good for the type of plane."
Cons: "The landing was a bit rough, but that happens and it is a small plane. Overall it was an excellent flight, I would definitely recommend it."
Pros: "Horrible. Totally disorganized and they lost my luggage."
Cons: "Complete ineptitude. Poorly run. One plane of 33 people and they lost my bag. Horrible experience."
Pros: "Quick boarding on small plane"
Cons: "Must have dropped my carry on when they loaded it underneath the plane, laptop screen cracked upon arrival."

Book cheap flights from Caribbean to Florida

Recent round-trip flight deals

12/5Tue
nonstopFrontier
3h 18mSJU-MCO
12/5Tue
nonstopFrontier
2h 50mMCO-SJU
$72
11/1Wed
nonstopFrontier
3h 06mBQN-MCO
11/7Tue
nonstopFrontier
2h 46mMCO-BQN
$72
12/4Mon
nonstopFrontier
3h 14mSJU-MCO
12/5Tue
nonstopFrontier
2h 50mMCO-SJU
$73
10/24Tue
nonstopFrontier
2h 52mSJU-MIA
10/31Tue
nonstopFrontier
2h 39mMIA-SJU
$78
10/24Tue
nonstopFrontier
2h 52mSJU-MIA
10/31Tue
nonstopFrontier
2h 39mMIA-SJU
$79
10/20Fri
nonstopFrontier
2h 52mSJU-MIA
10/21Sat
nonstopFrontier
2h 40mMIA-SJU
$80
10/19Thu
nonstopMultiple Airlines
2h 47mSJU-MIA
10/31Tue
nonstopMultiple Airlines
2h 39mMIA-SJU
$84
10/11Wed
nonstopSpirit Airlines
2h 47mSJU-MIA
10/21Sat
nonstopSpirit Airlines
2h 42mMIA-SJU
$87
11/10Fri
nonstopSpirit Airlines
2h 58mBQN-MCO
11/15Wed
nonstopSpirit Airlines
2h 40mMCO-BQN
$93
11/2Thu
nonstopSpirit Airlines
3h 00mSJU-TPA
11/6Mon
nonstopSpirit Airlines
3h 00mTPA-SJU
$95

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Recent one-way flight deals

12/2Sat
nonstopFrontier
2h 56mSJU-MIA
$36
12/4Mon
nonstopFrontier
3h 14mSJU-MCO
$36
10/21Sat
nonstopFrontier
3h 06mPSE-MCO
$36
12/2Sat
nonstopFrontier
2h 56mSJU-MIA
$38
11/5Sun
nonstopFrontier
2h 57mBQN-MCO
$39
10/19Thu
nonstopSpirit Airlines
2h 47mSJU-MIA
$43
10/12Thu
nonstopSpirit Airlines
2h 47mSJU-MIA
$44
12/12Tue
1 stopMultiple Airlines
18h 26mSJU-FLL
$73
12/2Sat
1 stopMultiple Airlines
7h 52mSJU-FLL
$76
10/20Fri
nonstopJetBlue
3h 01mSJU-TPA
$84

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Last minute flights from Caribbean to Florida

Last minute flight, train and bus deals

10/2Mon
nonstopFrontier
3h 02mSJU-MCO
10/5Thu
nonstopFrontier
2h 57mMCO-SJU
$120
10/2Mon
nonstopMultiple Airlines
2h 50mSJU-MCO
10/5Thu
nonstopMultiple Airlines
2h 57mMCO-SJU
$125
9/30Sat
nonstopFrontier
3h 14mSJU-MCO
10/5Thu
nonstopFrontier
2h 57mMCO-SJU
$126
10/2Mon
nonstopFrontier
3h 02mSJU-MCO
10/5Thu
nonstopFrontier
2h 57mMCO-SJU
$130
10/2Mon
nonstopMultiple Airlines
2h 50mSJU-MCO
10/7Sat
nonstopMultiple Airlines
2h 54mMCO-SJU
$143
10/3Tue
nonstopFrontier
2h 47mSJU-MIA
10/6Fri
nonstopFrontier
2h 41mMIA-SJU
$144
10/2Mon
nonstopSpirit Airlines
2h 58mBQN-MCO
10/18Wed
nonstopSpirit Airlines
2h 47mMCO-BQN
$150
10/2Mon
nonstopSpirit Airlines
3h 07mSJU-MCO
10/4Wed
nonstopSpirit Airlines
2h 58mMCO-SJU
$166
10/2Mon
nonstopJetBlue
2h 50mSJU-MCO
10/4Wed
nonstopJetBlue
2h 54mMCO-SJU
$167
10/1Sun
nonstopJetBlue
2h 57mSJU-MCO
10/4Wed
nonstopJetBlue
2h 54mMCO-SJU
$202

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Flights to Florida

Return flight deals:

Florida - Caribbean

Cabin classes:

$867
$511
$865
$65